Development of New Synthetic Reactions Using High Efficient Acidic Catalysts

在本研究中，开发了新型的酸性催化剂合成反应。使用这些新型催化剂，已经实现了高效率。在催化量的TiCl_4和化学计量的对三氟甲基苯甲酸酐存在下，苯胺与羧酸三甲基硅酯反应，高产率地得到了相应的羧酰苯胺.在SiCl_4和AgClO_4制得的活性催化剂和化学计量的对三氟甲基苯甲酸酐存在下，羧酸或其三甲基硅酯与芳香族化合物反应，高产率地得到相应的Friedel-Crafts加成物.在催化量的三苯甲基盐存在下，环氧化物与硅烷化亲核试剂反应，通过碳-碳键和碳-氧键的形成和重排得到加合物.在温和条件下，利用活性催化剂，发展了2-氨基糖、阿拉伯糖、核糖等的立体选择性糖基化反应。

In this research, new synthetic reactions using acitive acidic catalysts have been developed By using these novel catalysts, high efficiency has been attained.1. In the presence of a catalytic amount of TiCl_4 and a stoichiometric amount of p-trifluoromethylbenzoic anhydride, aniline reacted with carboxylic acid trimethylsilylesters to give the corresponding carboxylic anilides in high yields.2. In the presence of an active catalyst prepared from SiCl_4 and AgClO_4 and a stoichiometric amount of p-trifluoromethylbenzoic anhydride, carboxylic acids or their trimethylsilyl esters reacted with aromatic compounds to afford the corresponding Friedel-Crafts adducts in high yields.3. In the presence of a catalytic amount of trityl salt, epoxides reacted with silylated nucleophiles to give the adducts, via carbon-carbon and carbon-oxygen bonds formation and rearrangement.4. Several stereoselective glycosylation reactions of 2-amino sugars, arabinose, ribose, etc. were developed by using active catalysts under mild conditions.